Hillary Got It Right: The Etymology Of The Word "Deplorable"

deplore (v.) 

1550s, "to give up as hopeless," from French déplorer (13c.), from Latin deplorare "deplore, bewail, lament, give up for lost," from de- "entirely" (see de-) +plorare "weep, cry out," which is of unknown origin. Meaning "to regret deeply" is from 1560s. 

Merriam-Webster's Dictionary entry for "Deplore":

1. 1a :  to feel or express grief forb :  to regret strongly
2. 2:  to consider unfortunate or deserving of deprecation <many critics deplore his methods>

Alan: Currently, Trump is supported by 44.1% of the electorate.

If, as Hillary suggests, we put half that number in a basket, "the deplorables" comprise 22% of the population, a percentage that is, in fact, "hopeless," "entirely lost" and "strongly regretable."

If words mean anything, I suspect that a third of American voters deserve "deprecation." http://www.merriam-webster.com/dictionary/deprecate

Such categorization may not be politically advisable, but unadorned truth seldom is. 

Hillary Clinton And "The Basket Of Deplorables"

http://paxonbothhouses.blogspot.com/2016/09/hillary-clinton-and-basket-of.html